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Cheap flights from Chicago to Orlando

47 nonstop flights a week, 5 of them today. Operated by 4 airlines, about 2h 46m in the air, 986 mi (1,587 km). Tickets from $81.

Flights from Chicago to Orlando

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Prices by day: Chicago to Orlando

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

Filters

Best fares from Chicago to Orlando

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $81 27 November 2026, nonstop Cheapest nonstop $81 27 November 2026, G4 Cheapest in the next 7 days $99 15 November, Sun Cheapest weekend departure $81 Fri, 27 November 2026
Cheapest day of the week Friday $107 on average over the next 120 days
Cheapest month November 2026 tickets from $81

Chicago to Orlando at a glance

flight time, from 2h 30m to 7h 13m
2h 46m
straight-line distance
986 mi (1,587 km)
flights a week
47
flights today
5
first and last departure
05:00 - 07:15
lowest price, nonstop, 27 November
$81
average across months
$116
airlines
4

Chicago to Orlando ticket prices by month

Lowest one-way fare found by recent searches

Cheapest month: November 2026, tickets from $81. Prices come from searches over the last few days; check the search for your exact date.

The most expensive month is March 2027: from $168. The average across months is $116.

Chicago to Orlando flight schedule

47 flights a week, 5 today, 45 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
WN 2964
Southwest Airlines
05:00 Chicago Midway International
08:35 Orlando International, terminal A
2h 35m
Sat
Boeing 737
WN 2964
Southwest Airlines
05:10 Chicago Midway International
08:45 Orlando International, terminal A
2h 35m
Mon, Thu, Fri, Sun
Boeing 737-800
WN 2964
Southwest Airlines
05:20 Chicago Midway International
08:50 Orlando International, terminal A
2h 30m
Mon, Tue, Wed, Thu
Boeing 737
F9 1901
Frontier Airlines
05:40 , terminal 5
09:31 Orlando International
2h 51m
Mon, Fri, Sat, Sun
Airbus A320
UA 1652
United Airlines
06:00 , terminal 1
09:49 Orlando International, terminal B
2h 49m
Daily
Boeing 737
WN 2964
Southwest Airlines
06:35 Chicago Midway International
10:20 Orlando International, terminal A
2h 45m
Sat
Boeing 737
AA 1670
American Airlines
06:54 , terminal 3
10:44 Orlando International, terminal B
2h 50m
Daily
Boeing 737-800
AA 2056
American Airlines
06:54 , terminal 3
10:42 Orlando International, terminal B
2h 48m
Mon, Thu, Fri, Sat, Sun
Airbus A321
WN 2963
Southwest Airlines
07:00 Chicago Midway International
10:45 Orlando International, terminal A
2h 45m
Mon, Thu, Fri, Sun
UA 1488
United Airlines
07:15 , terminal 1
14:43 Orlando International, terminal B
6h 28m
Mon, Tue, Wed, Thu, Fri, Sun
Boeing 737-800
UA 2280
United Airlines
07:15 , terminal 1
11:07 Orlando International, terminal B
2h 52m
Daily
Boeing 737-900

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 24 November.

FlightDepartsArrivesDurationDaysAircraft
WN 3937
Southwest Airlines
05:20 Chicago Midway International
11:55 Orlando International, terminal A
5h 35m
Seasonal
Boeing 737
WN 2964
Southwest Airlines
05:25 Chicago Midway International
09:00 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
WN 3937
Southwest Airlines
06:00 Chicago Midway International
12:50 Orlando International, terminal A
5h 50m
Seasonal
WN 2963
Southwest Airlines
06:20 Chicago Midway International
10:05 Orlando International, terminal A
2h 45m
Seasonal
Boeing 737
WN 2816
Southwest Airlines
05:40 Chicago Midway International
09:15 Orlando International, terminal A
2h 35m
Seasonal
F9 1901
Frontier Airlines
05:35 , terminal 5
09:26 Orlando International
2h 51m
Seasonal
Airbus A320 NEO
UA 1488
United Airlines
07:13 , terminal 1
15:13 Orlando International, terminal B
7h
Seasonal
Boeing 737-700
UA 1652
United Airlines
06:30 , terminal 1
10:18 Orlando International, terminal B
2h 48m
Seasonal
Airbus A320
AA 977
American Airlines
07:00 , terminal 3
10:47 Orlando International, terminal B
2h 47m
Seasonal
Boeing 737-800
UA 1488
United Airlines
07:12 , terminal 1
15:13 Orlando International, terminal B
7h 1m
Seasonal
Airbus A320
AA 977
American Airlines
06:59 , terminal 3
10:46 Orlando International, terminal B
2h 47m
Seasonal
Boeing 737-800
UA 1488
United Airlines
07:00 , terminal 1
15:13 Orlando International, terminal B
7h 13m
Seasonal
Airbus A320
F9 1901
Frontier Airlines
05:05 , terminal 5
09:00 Orlando International
2h 55m
Seasonal
Airbus A321
AA 977
American Airlines
06:50 , terminal 3
10:37 Orlando International, terminal B
2h 47m
Seasonal
Boeing 737-800
UA 2280
United Airlines
07:05 , terminal 1
10:56 Orlando International, terminal B
2h 51m
Seasonal
Boeing 757-300
F9 1901
Frontier Airlines
06:15 , terminal 5
10:10 Orlando International
2h 55m
Seasonal
Airbus A321
F9 1901
Frontier Airlines
05:01 , terminal 5
08:55 Orlando International
2h 54m
Seasonal
Airbus A320
UA 2280
United Airlines
07:02 , terminal 1
10:49 Orlando International, terminal B
2h 47m
Seasonal
Boeing 757-300
WN 2744
Southwest Airlines
05:45 Chicago Midway International
09:25 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
WN 924
Southwest Airlines
06:25 Chicago Midway International
12:25 Orlando International, terminal A
5h
Seasonal
Boeing 737
AA 2107
American Airlines
06:55 , terminal 3
10:46 Orlando International, terminal B
2h 51m
Seasonal
Boeing 737-800
WN 2744
Southwest Airlines
05:20 Chicago Midway International
09:00 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
WN 2744
Southwest Airlines
05:00 Chicago Midway International
08:40 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737-800
WN 2744
Southwest Airlines
05:10 Chicago Midway International
08:50 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
UA 1652
United Airlines
05:59 , terminal 1
09:45 Orlando International, terminal B
2h 46m
Seasonal
Boeing 737
AA 1693
American Airlines
06:53 , terminal 3
10:39 Orlando International, terminal B
2h 46m
Seasonal
Boeing 737-800
UA 2280
United Airlines
07:00 , terminal 1
10:54 Orlando International, terminal B
2h 54m
Seasonal
Boeing 757-300
AA 2051
American Airlines
06:53 , terminal 3
10:39 Orlando International, terminal B
2h 46m
Seasonal
Boeing 737-800
WN 2900
Southwest Airlines
05:05 Chicago Midway International
08:45 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
WN 2900
Southwest Airlines
05:15 Chicago Midway International
08:55 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
WN 1752
Southwest Airlines
07:05 Chicago Midway International
10:45 Orlando International, terminal A
2h 40m
Seasonal
WN 2900
Southwest Airlines
05:20 Chicago Midway International
09:00 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737-800
WN 2567
Southwest Airlines
06:55 Chicago Midway International
10:35 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
WN 2888
Southwest Airlines
05:50 Chicago Midway International
09:25 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
AA 1672
American Airlines
06:45 , terminal 3
10:32 Orlando International, terminal B
2h 47m
Seasonal
Airbus A321
WN 2888
Southwest Airlines
05:25 Chicago Midway International
09:00 Orlando International, terminal A
2h 35m
Seasonal
WN 2888
Southwest Airlines
05:40 Chicago Midway International
09:15 Orlando International, terminal A
2h 35m
Seasonal
WN 2888
Southwest Airlines
05:00 Chicago Midway International
08:35 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
AA 1672
American Airlines
06:50 , terminal 3
10:37 Orlando International, terminal B
2h 47m
Seasonal
Boeing 737-800
WN 2685
Southwest Airlines
05:00 Chicago Midway International
08:35 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
WN 409
Southwest Airlines
05:45 Chicago Midway International
09:20 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
WN 2685
Southwest Airlines
05:25 Chicago Midway International
09:00 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
WN 2685
Southwest Airlines
05:05 Chicago Midway International
08:40 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
AA 1672
American Airlines
07:00 , terminal 3
10:48 Orlando International, terminal B
2h 48m
Seasonal
Boeing 737-800
AA 1672
American Airlines
06:53 , terminal 3
10:37 Orlando International, terminal B
2h 44m
Seasonal
Boeing 737-800

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Orlando is 1 hour ahead of Chicago. The search shows seat availability and the price for your date.

Airlines flying Chicago to Orlando

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

United Airlines20 a week American Airlines12 a week Southwest Airlines11 a week Frontier Airlines4 a week

Airports

Where flights from Chicago to Orlando depart and land

Departure from Chicago

Chicago Midway International MDW

11 flights a week, 9 mi (14 km) from the city centre

About the airport

Arrival in Orlando

Orlando International MCO

47 flights a week, terminals A, B, 9 mi (14 km) from the city centre

About the airport

Frequently asked questions

How long is the flight from Chicago to Orlando?
A nonstop flight takes 2 hours 46 minutes on average, from 2h 30m to 7h 13m depending on the flight.
How far is Orlando from Chicago?
986 mi (1,587 km) in a straight line between the cities.
Which airlines fly nonstop from Chicago to Orlando?
United Airlines (20 a week), American Airlines (12 a week), Southwest Airlines (11 a week) and Frontier Airlines (4 a week).
How many flights a day are there from Chicago to Orlando?
5 flights today and 47 a week, about 6.7 a day on average.
When are the first and last flights from Chicago to Orlando?
The first departure is at 05:00 (WN2964), the last at 07:15 (UA2280). Local time.
What is the cheapest month to fly from Chicago to Orlando?
November 2026: tickets from $81. The most expensive is March 2027, from $168.
What is the cheapest upcoming date to fly from Chicago to Orlando?
27 November 2026 (Friday): from $81 one way, nonstop, by recent searches. The search shows the price for your dates.
Which airline is the cheapest from Chicago to Orlando?
American Airlines: nonstop tickets from $99 on 15 November by recent searches. Prices change daily, so compare the sellers in the search.
What is the time difference between Chicago and Orlando?
Orlando is 1 hour ahead of Chicago. Schedule times on this page are local to each airport.
Which Chicago airport do flights to Orlando leave from?
Chicago Midway International (11 a week).